Buying Online Businesses Podcast

In this solo episode, Jaryd Krause dives into a topic that quietly shapes success more than most people realize: relationships. While many know him for his business insights, fewer are aware of how deeply spiritual his personal development journey has been and how much those “non-traditional” practices have contributed to his financial and professional success. With nearly three decades of inner work and growth behind him, Jaryd shares what he typically teaches behind closed doors to paid clients. Lately, one theme has been impossible to ignore: the profound impact relationships have on wealth, confidence, and expansion. He explores how most people have three to five close relationships: family, partners, friends, or colleagues that unintentionally stifle their growth. Check out the full episode to uncover the relationship dynamics that may be quietly holding you back—and learn how to break free from them.   Episode Highlights 02:44 The Impact of Relationships on Wealth 05:41 Family Dynamics and Financial Mindsets 07:54 Navigating Friendships and Financial Advice 10:44 The Role of Intimate Relationships in Personal Growth 21:34 The Impact of Relationships on Personal Growth 26:46 Navigating Friendships and Family Dynamics 32:20 Auditing Relationships for Abundance 37:29 Re-engineering Identity Through Social Circles 42:21 Actionable Steps for Relationship Management   Key Takeaways ➥ Spiritual practices contribute significantly to business success. ➥ Relationships can unconsciously stifle personal growth and abundance. ➥ Family conditioning often instills a scarcity mindset. ➥ It's crucial to audit your relationships regularly. ➥ Intimate partners can influence your ambition and success. ➥ Friendships should be evaluated based on their alignment with your goals. Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

What does it really take to acquire 26 SaaS businesses—and keep them growing? In this episode, Jaryd Krause sits down with SaaS M&A professional Guillaume Lussato for a behind-the-scenes look at how successful software acquisitions actually happen. Guillaume breaks down his unconventional path from software sales at a cybersecurity company to sourcing and closing deals at Constellation Software, one of the most disciplined acquirers in the SaaS world. Guillaume reveals why the best SaaS acquisitions aren’t rushed deals but relationships built over years. He shares how patience, credibility, and consistent founder outreach led to his first acquisition at SaaS Group—a low-profile digital calendar tool called DacBoard—and why targeting under-the-radar SaaS companies can unlock outsized opportunities. The conversation dives deep into today’s hyper-competitive M&A environment, including how to stand out when every founder is being pitched. Guillaume unpacks the red flags most buyers miss, from risky customer concentration to weak net dollar retention, and explains SaaS Group’s clear acquisition framework—capital-efficient, product-led growth businesses with strong fundamentals. The episode wraps with a powerful discussion on how to balance organic growth with acquisitions, avoid overextension, and make smarter strategic decisions when scaling a portfolio of software companies. If you’re serious about SaaS acquisitions, this episode is a must-watch. Click through and watch the full video to learn exactly how Guillaume evaluates, sources, and scales SaaS businesses.   Episode Highlights 02:52 Transition from Sales to M&A Origination 05:52 The Art of Deal Sourcing 09:04 Evaluating Founders and Their Businesses 11:47 Understanding Acquisition Criteria 15:10 Growth Strategies: M&A vs. Organic Growth 18:00 Identifying Red Flags in Due Diligence 21:06 Navigating Operational Complexity 23:57 AI Risks and Opportunities in Software 27:06 Balancing Capital Allocation and Diversification   Key Takeaways ➥ You need to build relationships, build trust, build credibility. ➥ It can take a really long time to acquire a business. ➥ We try to identify red flags as early as possible. ➥ We don't manage our portfolio through spreadsheets; we're not finance people. ➥ Should we buy it? Why? For how much?   About Guillaume Lussato Guillaume Lussato is a senior business development and M&A professional at saas.group, where he helps identify, acquire and scale profitable B2B SaaS companies. He hosts discussions on SaaS M&A, growth, and founder transitions and frequently speaks at industry events about how to grow without VC and what makes SaaS acquisitions succeed or fail. Guillaume focuses on sourcing deals, operational playbooks for scaling post-acquisition, and practical insights that matter to anyone buying online businesses to replace income, scale a portfolio, or prepare for exits.   Connect with Guillaume Lussato ➥ https://www.linkedin.com/in/guillaumelussato/   Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

What happens when a seasoned real estate investor steps away from physical property and into the world of digital acquisitions? In this episode, we sit down with Julien Jacques, who made the bold transition from building a real estate portfolio to acquiring online businesses—uncovering both the opportunities and the unexpected mistakes along the way. Julien shares his transparent journey, including his non-traditional Canadian financing strategies, the specific digital business models he targets, and the hard-earned “humble realist” lessons that came from both successful acquisitions and costly missteps. Whether you’re managing rental properties, exploring your first acquisition, or curious about “online real estate,” this conversation delivers a grounded, experience-driven look at what it truly takes to scale in the digital business landscape. Ready to rethink how you build wealth beyond physical assets?  Watch the full episode now!   Episode Highlights 10:51 Lessons Learned in Acquisition 13:28 The Importance of Relationships in Business 16:16 Structuring the Deal 21:01 Navigating Business Financing and Debt 22:11 The Dangers of Overdue Diligence 25:25 Making Decisions with Incomplete Information 29:45 Lessons from a Business Acquisition Failure 36:12 The Importance of Leadership and Networking 40:41 The Journey of an Entrepreneur: Risks and Rewards   Key Takeaways ➥ Real estate can provide passive income but requires management. ➥ Buying an existing business can be less risky than starting from scratch. ➥ Due diligence is important but can be misleading if overanalyzed. ➥ Networking is crucial for entrepreneurial success. ➥ Entrepreneurship requires resilience and adaptability.   About Julien Jacques Julien Jacques is a former real-estate investor and entrepreneur who pivoted into buying online businesses after a year-and-a-half of searching across franchises, retail, and other opportunities. He now owns Rocket Powered Sound, a digital products e-commerce business selling sample packs to music producers, and has firsthand experience in financing, acquiring, and scaling an online company in Canada. Julien’s practical transition from physical assets to “online real estate” gives him a unique perspective on acquisition due diligence, margin dynamics in digital products, and how to turn acquisition opportunities into reliable income streams.   Connect with Julien Jacques ➥ https://www.linkedin.com/in/juljacques/    Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

John Martinka, a seasoned M&A advisor known as The Escape Artist, shares insightful tactics on avoiding silent deal killers in business acquisitions. He discusses the dangers of 'buyer fever,' where emotional attachment leads to overpaying and cash flow issues post-closure. Martinka emphasizes the importance of keeping your search ongoing to maintain leverage and advises choosing suitable buyers over the highest offers to avoid disputes. He also highlights how building relationships and performing thorough due diligence can dramatically boost growth after a deal.

Many fail in acquiring online businesses not due to intelligence, but because they unknowingly sabotage themselves. Key reasons include being unprepared mentally, misinterpreting general advice, and the urgency shaped by cultural differences. Jaryd emphasizes that prior experience isn't necessary; learning can happen along the way. Impatience can derail deals, while real change often arises from necessity rather than mere desire. This raw discussion provokes listeners to assess whether they're setting themselves up for success or failure.

In this conversation, Glenn Giro, an SBA business development officer and acquisition financing expert, dives into the nuts and bolts of financing business acquisitions. He discusses how $100,000 can unlock opportunities worth over a million dollars. Glenn explains the intricacies of SBA loans, including their appealing terms and surprising advantages for buyers. Learn about the strategic ways to leverage SBA financing, the importance of cash flow, and why some high-multiple digital businesses face hurdles. This eye-opening dialogue reshapes your approach to building a profitable portfolio.

David C. Barnett, a seasoned business broker and educator, shares invaluable insights on the pitfalls of small business acquisitions. He highlights how first-time buyers often overlook unexpected costs and the chaos of ownership. Barnett discusses the importance of due diligence, setting realistic goals, and avoiding emotional purchases like bed-and-breakfast investments. He emphasizes that true value is earned over long-term ownership rather than quick flips, offering a candid perspective on navigating the complexities of buying businesses.

Yury Byalik, a seasoned growth marketer with over 15 years in the digital business sphere, shares his wealth of knowledge in digital acquisitions. He discusses his pivotal role at Onfolio Holdings and highlights the crucial mistakes to avoid when buying businesses. Yury explains effective growth strategies, the importance of due diligence, and how AI has recently impacted valuations. He emphasizes patience in acquisition choices and the risks of relying on single revenue streams, making this conversation a goldmine for aspiring digital investors.

In this episode of the BOB Podcast, Jaryd Krause sits down with Nick Bradley, a world-renowned author, speaker, and business growth expert known for helping entrepreneurs, business leaders, and investors build, scale, and sell high-value companies. Nick brings more than a decade of Private Equity experience to the conversation. Throughout his career, he has completed over 50 acquisitions, sold 26 businesses, created over $5 billion in value, and played key roles in three exits exceeding $1 billion each. His expertise offers a rare, behind-the-scenes look at what it truly takes to buy, integrate, grow, and exit companies at scale. In this episode, listeners will learn: 💡 The criteria first-time acquirers should focus on 🔧 Nick’s Squared Management System—the four pillars and 40 essential elements that create a solid management foundation 🤝 How to merge two businesses, how long integration takes, and the steps involved in acquiring for growth 🧠 The mindset required for those building a portfolio through acquisition 📈 The characteristics of successful portfolio builders, including why “boring” businesses often become the most profitable For anyone considering growth through acquisition or curious about how seasoned investors strategically scale companies, this episode provides the insights and frameworks needed to navigate the world of M&A with confidence.   Episode Highlights 02:10 –  Why Founders Struggle? 04:41 – Strategic vs. Financial Value: Understanding "The Buyer’s Math"  07:00 – Build Your Business To Be Sellable 09:21 – What PE Firms Do Differently: Discipline, Detachment & Focus   Key Takeaways ➥ Most founders misunderstand what truly drives business value. They tend to focus on revenue or profit, but in reality, those are only about 40% of the valuation—60% comes from operational, strategic, and structural factors that founders often overlook. ➥ Sophisticated buyers play a different game. Private equity firms and large acquirers buy and sell companies constantly. They know the rules, the metrics, and the process far better than most founders who are going through a once-in-a-lifetime sale. ➥ Value is based on the buyer’s math, not the seller’s. Strategic buyers care about customer bases, distribution, systems, capability, geographies, and integration potential, not just financial performance. Founders must understand what their business is worth to the buyer. ➥ A business should always be built to be sellable—even if you never sell. A well-built business creates freedom, independence, and optionality. When a sale opportunity comes, you’ll be in the best position to maximize value. ➥ Private equity excels because of emotional detachment and absolute focus. PE firms operate with military-level discipline—no emotional decision-making, full clarity on end goals, and a strict focus on executing a plan that increases value fast. This contrasts with founders who are often emotionally attached to their business.   About Nick Bradley Nick Bradley is a world-renowned author, speaker, and business growth expert who works with entrepreneurs, business leaders, and investors to build, scale, and sell high-value companies. After spending a decade in Private Equity, Nick has seen the ups and downs of business growth and the key challenges that impact business performance. During that time, he completed over 50 acquisitions, sold 26 businesses, and created over $5bn in value. He has personally been involved in 3x exits valued at over $1bn each. Nick believes that scaling and eventually selling your business isn’t a “game of chance”. With guidance and support, your business can navigate the complexities of markets, scale efficiently, attain business goals that match your vision, and achieve an outstanding exit that reflects the hard work you have invested in your journey. He also believes in leveling the playing field with sophisticated buyers, such as Private Equity, equipping business owners with the strategies and tools to compete in the fierce world of M&A … and win the game.   Connect with Nick Bradley ➥Nick’s LinkedIn: linkedin.com/in/realnickbradley ➥ Exit Your Business For Millions - Download This Guide: https://go.highvalueexit.com/opt-in    Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

Think a million-dollar online business is out of reach?  The real barrier isn’t the price—it’s everything you don’t see coming before you even sign. In this solo episode, Jaryd Krause pulls back the curtain on the part of buying a 7-figure business that almost nobody talks about—the real costs, the real timelines, the real competition, and the parts of the process that can quietly wreck your deal long before you ever get to the closing table. Most people assume a $1M acquisition is simple math:Find the business, put down the deposit, sign some papers, done. But behind every one of those deals are fees, structures, advisors, lenders, deadlines, and expectations that—if you’re not prepared—will eat your budget and your sanity alive. Here’s what Jaryd gets into: 📌 The actual line-item expenses of buying a 7-figure business (legal, advisors, due diligence,  escrow, lender fees—yes, all of it) 📌Why doing a smaller deal doesn’t necessarily make anything easier and why some “cheap” deals cost more in mistakes 📌How the right deal structure can turn upfront costs into credits that reduce what you owe at closing 📌 The role of buyer-side advisors —what they charge, what they’re worth, and when you shouldn’t hire one 📌 The hidden criteria lenders use to judge your deal that most buyers don’t even know they’re being evaluated on 📌 Why timelines are never linear and competition is always sharper at the top 📌 The mindset traps that sabotage buyers and how patience becomes the most profitable strategy you have   Jaryd doesn’t dress it up. He walks you through the real picture—what it costs, what’s negotiable, what’s risky, and what will give you an edge when everyone else is rushing and guessing. If you’ve ever wondered whether you can actually afford a million-dollar acquisition, consider this your roadmap—and your reality check. 🎧 Plug in. This one will change the way you look at buying a business.     Episode Highlights 01:15 – Differences between sub-$500K deals vs seven-figure acquisitions 02:24 – Key costs when buying a seven-figure business 04:52 – Why do you need a specialized M&A lawyer? 07:13 – How to structure legal packages for letters of intent, asset purchase agreements, and contract due diligence 16:56 – Why larger businesses can be easier to acquire despite higher costs, and how cash flow impacts returns 19:22 – How long it can take to close a seven-figure business deal and factors affecting timing 21:40 – Cash vs. financed deals: the impact on negotiation power and deal structure 23:55 – Setting realistic expectations and why compounding small wins builds confidence in acquisitions 26:17 –  Why do you need to work with experts?     Key Takeaways ➥ Legal fees for M&A lawyers usually run 1–2% of the deal, and using an experienced online business acquisition lawyer is essential. ➥ Finance broker fees range from $5K–$10K, with SBA or lender fees around 3.5–3.75% of the financed amount, often rolled into the loan. ➥ Buyer-side advisors (3–8% of deal size) can review due diligence, advise on deal structure, negotiate, and sometimes source pre-vetted businesses. ➥ Due diligence packages ($5K–$40K) and escrow (~1% of acquisition) are key costs, but many upfront fees can be credited toward your deposit. ➥ With smart planning, many upfront costs—legal, advisor, and broker fees—can be credited toward your deposit, allowing acquisition with just 10% cash down. ➥ The larger the business, the more leverage you have, and the more stable the cash flow. Entry costs scale, but ROI potential often increases with size. ➥ Acquisition timelines vary widely—sometimes months, years—depending on market availability, acquisition criteria, and competition. Patience is key. ➥ Set realistic expectations. Overly ambitious goals or standards can harm mindset and decision-making. Compounding small wins builds confidence and sustainable success.  Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAm ➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.